Real Estate Investment Properties for Sale in Stonington, CT

Looking for investment property in Stonington, CT with high ROI ?

Explore a variety of short-term homes & houses in Stonington, CT. Invest wisely with VRBO & Stonington, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Stonington, CT

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
10 Pleasant Street Stonington, CT Imagine stepping into this remodeled, furnished home knowing it's yours and you don't need...	3 beds \| 3 baths \| 1,689 sq.ft.	$729,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 2.88% Airbnb Rental Income: $2804 Traditional Rental Income: $3140 Airbnb ROI: 1.42% Traditional ROI: 2.88%
5 Pleasant Street Stonington, CT This is the one you've been waiting for: Renovated in 2024 with professional craftsmanship...	3 beds \| 2 baths \| 1,036 sq.ft.	$679,000	Airbnb cash on cash: 0.12% Traditional cash on cash: -0.18% Airbnb Rental Income: $2804 Traditional Rental Income: $1957 Airbnb ROI: 0.12% Traditional ROI: -0.18%
360 New London Turnpike Stonington, CT STUNNING COUNTRY ESTATE. Drive back off the road through private entry gates into a park l...	4 beds \| 5 baths \| 6,088 sq.ft.	$1,825,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 0.37% Airbnb Rental Income: $4263 Traditional Rental Income: $6032 Airbnb ROI: -1.2% Traditional ROI: 0.37%
56-58 East Main Street Stonington, CT Welcome to this unique investment opportunity featuring two separate homes on a single lot...	12 beds \| 8 baths \| 6,811 sq.ft.	$2,649,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 0.47% Airbnb Rental Income: $5901 Traditional Rental Income: $8952 Airbnb ROI: -1.25% Traditional ROI: 0.47%
40 Holmes Street Stonington, CT Welcome to your dream home nestled in the heart of downtown Mystic's historic district. Th...	3 beds \| 3 baths \| 2,402 sq.ft.	$1,960,000	Airbnb cash on cash: -2% Traditional cash on cash: -0.98% Airbnb Rental Income: $2804 Traditional Rental Income: $4013 Airbnb ROI: -2% Traditional ROI: -0.98%
498 Greenhaven Road Stonington, CT Charming 3-Bedroom Home in Desirable Pawcatuck Neighborhood Welcome to this well-maintain...	3 beds \| 2 baths \| 1,708 sq.ft.	$387,999	Airbnb cash on cash: 2.53% Traditional cash on cash: 5.21% Airbnb Rental Income: $2804 Traditional Rental Income: $3122 Airbnb ROI: 2.53% Traditional ROI: 5.21%
216 Al Harvey Road Stonington, CT This is single level living at it's best with open spaces and marvelous windows overlookin...	3 beds \| 2 baths \| 2,109 sq.ft.	$799,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 1.03% Airbnb Rental Income: $2804 Traditional Rental Income: $3186 Airbnb ROI: -0.37% Traditional ROI: 1.03%
43 Broad Street Stonington, CT Welcome to 43 Broad Street, a classic New England gem nestled in the picturesque and highl...	4 beds \| 2 baths \| 2,080 sq.ft.	$825,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.9% Airbnb Rental Income: $4263 Traditional Rental Income: $3191 Airbnb ROI: 1.13% Traditional ROI: 0.9%
11 Main Street Stonington, CT Seize the opportunity to own one of New England's most exquisite waterfront properties and...	4 beds \| 5 baths \| 3,713 sq.ft.	$6,500,000	Airbnb cash on cash: -2.59% Traditional cash on cash: -1.74% Airbnb Rental Income: $4263 Traditional Rental Income: $8482 Airbnb ROI: -2.59% Traditional ROI: -1.74%
11 MAIN Street Stonington, CT Seize the opportunity to own one of New Englandâs most exquisite waterfront properties a...	4 beds \| 5 baths \| 3,713 sq.ft.	$6,500,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -0.17% Airbnb Rental Income: $4263 Traditional Rental Income: $8497 Airbnb ROI: -1.02% Traditional ROI: -0.17%
7 Richmond Street Stonington, CT Charming nautical-style Colonial just minutes from Rhode Island's best beaches! This 1188 ...	3 beds \| 2 baths \| 1,188 sq.ft.	$350,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 4.74% Airbnb Rental Income: $2804 Traditional Rental Income: $2675 Airbnb ROI: 3.14% Traditional ROI: 4.74%
214 South Broad Street Stonington, CT Built in 1998, this 2 Bedroom, 2 full bath Colonial with 2-car garage sits on over an acre...	2 beds \| 2 baths \| 1,824 sq.ft.	$399,999	Airbnb cash on cash: 0.78% Traditional cash on cash: 5.4% Airbnb Rental Income: $2090 Traditional Rental Income: $3286 Airbnb ROI: 0.78% Traditional ROI: 5.4%
332 Lantern Hill Road Stonington, CT Gracefully perched above its 1.87-acre lot, this striking custom-built contemporary home o...	4 beds \| 4 baths \| 3,301 sq.ft.	$995,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 3.55% Airbnb Rental Income: $4263 Traditional Rental Income: $6279 Airbnb ROI: 0.4% Traditional ROI: 3.55%
135 Stony Brook Road Stonington, CT Welcome to this stunning and expansive home, a perfect blend of luxury, comfort, and funct...	4 beds \| 4 baths \| 3,632 sq.ft.	$849,900	Airbnb cash on cash: 1% Traditional cash on cash: 4.69% Airbnb Rental Income: $4263 Traditional Rental Income: $6279 Airbnb ROI: 1% Traditional ROI: 4.69%
204 Long Wharf Road Stonington, CT Ambiance of luxury defines this beautiful 4 bedroom, 3.5 bath Colonial on 0.54 acres in th...	4 beds \| 4 baths \| 3,960 sq.ft.	$950,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 3.56% Airbnb Rental Income: $4263 Traditional Rental Income: $6176 Airbnb ROI: 0.38% Traditional ROI: 3.56%
26 Avery Street Stonington, CT Imagine discovering the perfect home at the end of a peaceful dead-end street. This charmi...	4 beds \| 2 baths \| 2,012 sq.ft.	$799,999	Airbnb cash on cash: 1.26% Traditional cash on cash: 1.43% Airbnb Rental Income: $4263 Traditional Rental Income: $3489 Airbnb ROI: 1.26% Traditional ROI: 1.43%
1 Millan Terrace Stonington, CT Welcome to 1 Millan Terrace! Bring your toolkit & vision to this 4 bedroom 1.5 bath Coloni...	4 beds \| 2 baths \| 1,638 sq.ft.	$275,000	Airbnb cash on cash: 9.51% Traditional cash on cash: 9.23% Airbnb Rental Income: $4263 Traditional Rental Income: $3292 Airbnb ROI: 9.51% Traditional ROI: 9.23%
368 North Stonington Road Stonington, CT Cozy charming 2 bedroom, 1 REMODELED bathroom ranch-style home nestled on a generous 1.47 ...	2 beds \| 1 baths \| 1,080 sq.ft.	$299,900	Airbnb cash on cash: 2.06% Traditional cash on cash: 3.61% Airbnb Rental Income: $2090 Traditional Rental Income: $1990 Airbnb ROI: 2.06% Traditional ROI: 3.61%

Real Estate investment in Stonington, CT

There are 20 properties for sale in the city of Stonington . The median list price in Stonington is $799,000 and the average price per square foot is $312. In October 2025, the average monthly cash on cash return in Stonington is 1.00%. The average monthly rental income in Stonington is $3,239.

Stonington, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 20 investment properties available for sale in Stonington.

In 2025, the best neighborhood to buy investment property is Stonington.

The ROI for Short-Term is higher than the Long-Term in Stonington with average rental income of $2,804.

Your search for investment property begins and ends here

Investment Property for Sale in Stonington, CT

10 Pleasant Street

Stonington, CT

3 beds | 3 baths | 1,689 sq.ft.

$729,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $2804

Traditional Rental Income: $3140

Airbnb ROI: 1.42%

Traditional ROI: 2.88%

5 Pleasant Street

Stonington, CT

3 beds | 2 baths | 1,036 sq.ft.

$679,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: -0.18%

Airbnb Rental Income: $2804

Traditional Rental Income: $1957

Airbnb ROI: 0.12%

Traditional ROI: -0.18%

360 New London Turnpike

Stonington, CT

4 beds | 5 baths | 6,088 sq.ft.

$1,825,000

Airbnb cash on cash: -1.2%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $4263

Traditional Rental Income: $6032

Airbnb ROI: -1.2%

Traditional ROI: 0.37%

56-58 East Main Street

Stonington, CT

12 beds | 8 baths | 6,811 sq.ft.

$2,649,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: 0.47%

Airbnb Rental Income: $5901

Traditional Rental Income: $8952

Airbnb ROI: -1.25%

Traditional ROI: 0.47%

40 Holmes Street

Stonington, CT

3 beds | 3 baths | 2,402 sq.ft.

$1,960,000

Airbnb cash on cash: -2%

Traditional cash on cash: -0.98%

Airbnb Rental Income: $2804

Traditional Rental Income: $4013

Airbnb ROI: -2%

Traditional ROI: -0.98%

498 Greenhaven Road

Stonington, CT

3 beds | 2 baths | 1,708 sq.ft.

$387,999

Airbnb cash on cash: 2.53%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $2804

Traditional Rental Income: $3122

Airbnb ROI: 2.53%

Traditional ROI: 5.21%

216 Al Harvey Road

Stonington, CT

3 beds | 2 baths | 2,109 sq.ft.

$799,000

Airbnb cash on cash: -0.37%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $2804

Traditional Rental Income: $3186

Airbnb ROI: -0.37%

Traditional ROI: 1.03%

43 Broad Street

Stonington, CT

4 beds | 2 baths | 2,080 sq.ft.

$825,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $4263

Traditional Rental Income: $3191

Airbnb ROI: 1.13%